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{{drugbox | IUPAC_name = (17β)-17-ethynyl-17-hydroxyestr-4-en-3-one |synonyms = <small>(8''R'',9''S'',10''R'',13''S'',14''S'',17''S'')-17-ethynyl-17-hydroxy-13-methyl-1,  2,6,7,8,9,10,11,12,14,15, 16-dodecahydrocyclopenta[''a'']phenanthren-3-one</small> | image = Norethisterone.svg | CAS_number = 68-22-4 | ATC_prefix = G03 | ATC_suffix = AA05  | ATC_supplemental =  | PubChem = 6230 | DrugBank = APRD00679 | C = 20 | H = 26 | O = 2 | molecular_weight = 298.419 g/mol | bioavailability =64%  | protein_bound = >95% | metabolism =  | elimination_half-life = 7 hours | excretion =  | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_US = <!-- A / B / C / D / X --> | pregnancy_category =  | legal_AU = <!-- Unscheduled / S2 / S4 / S8 --> | legal_UK = <!-- GSL / P / POM / CD --> | legal_US = <!-- OTC / Rx-only --> | legal_status =  | routes_of_administration = }}
{{drugbox | IUPAC_name = (17β)-17-ethynyl-17-hydroxyestr-4-en-3-one |synonyms = <small>(8''R'',9''S'',10''R'',13''S'',14''S'',17''S'')-17-ethynyl-17-hydroxy-13-methyl-1,  2,6,7,8,9,10,11,12,14,15, 16-dodecahydrocyclopenta[''a'']phenanthren-3-one</small> | image = Norethisterone.svg | CAS_number = 68-22-4 | ATC_prefix = G03 | ATC_suffix = AA05  | ATC_supplemental =  | PubChem = 6230 | DrugBank = APRD00679 | C = 20 | H = 26 | O = 2 | molecular_weight = 298.419 g/mol | bioavailability =64%  | protein_bound = >95% | metabolism =  | elimination_half-life = 7 hours | excretion =  | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_US = <!-- A / B / C / D / X --> | pregnancy_category =  | legal_AU = <!-- Unscheduled / S2 / S4 / S8 --> | legal_UK = <!-- GSL / P / POM / CD --> | legal_US = <!-- OTC / Rx-only --> | legal_status =  | routes_of_administration =


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[[Category:Syntex]]


[[Category:Progestagens]]
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[[pt:Noretindrona]]
[[pt:Noretindrona]]
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Revision as of 00:29, 23 April 2009

Norethisterone
Clinical data
Synonyms(8R,9S,10R,13S,14S,17S)-17-ethynyl-17-hydroxy-13-methyl-1, 2,6,7,8,9,10,11,12,14,15, 16-dodecahydrocyclopenta[a]phenanthren-3-one
ATC code
Pharmacokinetic data
Bioavailability64%
Protein binding>95%
Elimination half-life7 hours
Identifiers
CAS Number
PubChem CID
DrugBank
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC20H26O2
Molar mass298.419 g/mol

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Please Take Over This Page and Apply to be Editor-In-Chief for this topic: There can be one or more than one Editor-In-Chief. You may also apply to be an Associate Editor-In-Chief of one of the subtopics below. Please mail us [1] to indicate your interest in serving either as an Editor-In-Chief of the entire topic or as an Associate Editor-In-Chief for a subtopic. Please be sure to attach your CV and or biographical sketch.

Overview

Norethisterone (or norethindrone) (or 19-nor-17α-ethynyltestosterone) is a molecule used in some combined oral contraceptive pills and in some progestogen only pills. It is a progestogen and can be used to treat premenstrual syndrome, painful periods, abnormal heavy bleeding, irregular periods, menopausal syndrome (in combination with oestrogen), or to postpone a period. Norethindrone was the first orally highly active progestin to be synthesized. It was synthesized for the first time by chemists Luis E. Miramontes, Carl Djerassi, and George Rosenkranz at Syntex in Mexico City in 1951.[1] It was the progestin used in one of the first two oral contraceptives. It is often used as the related ester, norethisterone acetate.

References

  1. Djerassi C, Miramontes L, Rosenkranz G, Sondheimer F (1954). "Steroids. LIV. Synthesis of 19-Nor-17α-ethynyltestosterone and 19-Nor-17α-methyltestosterone" (abstract page). J Am Chem Soc. 76 (16): 4089&ndash, 4091. doi:10.1021/ja01645a009.

Template:Sex hormones

Template:SIB de:Norethisteron Template:WH Template:WS